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Claisen Chemistry
Claisen may refer to: * Rainer Ludwig Claisen, a German chemist ** Claisen rearrangement, a reaction of a allyl vinyl ether to a γ,δ-unsaturated carbonyl ** Claisen condensation, a reaction between esters and carbonyl compounds in the presence of a strong base ** Ireland–Claisen rearrangement, a chemical reaction of an allylic ester with strong base ** Claisen isatin synthesis See also * 5243 Clasien 5 (five) is a number, numeral and digit. It is the natural number, and cardinal number, following 4 and preceding 6, and is a prime number. It has attained significance throughout history in part because typical humans have five digits on each ...
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Rainer Ludwig Claisen
Rainer Ludwig Claisen (; 14 January 1851 – 5 January 1930) was a German chemist best known for his work with condensations of carbonyls and sigmatropic rearrangements. He was born in Cologne as the son of a jurist and studied chemistry at the university of Bonn (1869), where he became a member of K.St.V. Arminia. He served in the army as a nurse in 1870–1871 and continued his studies at Georg August University of Göttingen, Göttingen University. He returned to the University of Bonn in 1872 and started his academic career at the same university in 1874. He died in 1930 in Godesberg am Rhein (near Bonn The federal city of Bonn ( lat, Bonna) is a city on the banks of the Rhine in the German state of North Rhine-Westphalia, with a population of over 300,000. About south-southeast of Cologne, Bonn is in the southernmost part of the Rhine-Ru ...). Career Scientific contributions * Described the condensation of aromatic aldehydes with aliphatic aldehydes or ke ...
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Claisen Rearrangement
The Claisen rearrangement is a powerful carbon–carbon bond-forming chemical reaction discovered by Rainer Ludwig Claisen. The heating of an allyl vinyl ether will initiate a ,3sigmatropic rearrangement to give a γ,δ-unsaturated carbonyl, driven by exergonically favored carbonyl CO bond formation (ΔΔHf = -327kcalmol−1). Mechanism The Claisen rearrangement is an exothermic, concerted (bond cleavage and recombination) pericyclic reaction. Woodward–Hoffmann rules show a suprafacial, stereospecific reaction pathway. The kinetics are of the first order and the whole transformation proceeds through a highly ordered cyclic transition state and is intramolecular. Crossover experiments eliminate the possibility of the rearrangement occurring via an intermolecular reaction mechanism and are consistent with an intramolecular process. There are substantial solvent effects observed in the Claisen rearrangement, where polar solvents tend to accelerate the reaction to a greater e ...
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Claisen Condensation
The Claisen condensation is a carbon–carbon bond forming reaction that occurs between two esters or one ester and another carbonyl compound in the presence of a strong base, resulting in a β-keto ester or a β-diketone. It is named after Rainer Ludwig Claisen, who first published his work on the reaction in 1887. Requirements At least one of the reagents must be enolizable (have an α-proton and be able to undergo deprotonation to form the enolate anion). There are a number of different combinations of enolizable and nonenolizable carbonyl compounds that form a few different types of Claisen. The base used must not interfere with the reaction by undergoing nucleophilic substitution or addition with a carbonyl carbon. For this reason, the conjugate sodium alkoxide base of the alcohol formed (e.g. sodium ethoxide if ethanol is formed) is often used, since the alkoxide is regenerated. In mixed Claisen condensations, a non-nucleophilic base such as lithium diisopropylamide, or L ...
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Ireland–Claisen Rearrangement
The Ireland–Claisen rearrangement is a chemical reaction of an allylic ester with strong base to give an γ,δ-unsaturated carboxylic acid In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic .... Several reviews have been published. Mechanism The Ireland–Claisen rearrangement is a type of Claisen rearrangement. The mechanism is therefore a concerted ,3sigmatropic rearrangement which according to the Woodward–Hoffmann rules show a concerted, suprafacial, pericyclic reaction pathway. See also * Cope rearrangement * Overman rearrangement References {{DEFAULTSORT:Ireland-Claisen rearrangement Rearrangement reactions Name reactions ...
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Claisen Isatin Synthesis
Claisen may refer to: * Rainer Ludwig Claisen, a German chemist ** Claisen rearrangement, a reaction of a allyl vinyl ether to a γ,δ-unsaturated carbonyl ** Claisen condensation, a reaction between esters and carbonyl compounds in the presence of a strong base **Ireland–Claisen rearrangement, a chemical reaction of an allylic ester with strong base ** Claisen isatin synthesis See also * 5243 Clasien 5 (five) is a number, numeral and digit. It is the natural number, and cardinal number, following 4 and preceding 6, and is a prime number. It has attained significance throughout history in part because typical humans have five digits on each ...
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